
Vacation rentals in Andover
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Top-rated vacation rentals in Andover
Guests agree: these stays are highly rated for location, cleanliness, and more.

Little Cabin on the Ridge
Classic Vermont cabin.This cozy home is perfect for singles, couples and families.The well-designed space offers sleeping for 5 in two bedrooms and an open loft space. Wrap around porch has 4 rockers for taking in the mountain air, coffee or tea, or reading in a cozy quilt. Fiber optic wifi 1000 mbps.Very efficient forced hot air heating and Central Air cooling.Peaceful, quiet,relaxing, great place to unwind with all kinds of activities nearby. due to health and safety concerns no animals please

Lawrence Cottage
Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Luxury 5-BR Winter Retreat | 10 min to Okemo
Experience a refined winter escape at this secluded 5-bedroom, 4-bath estate set on 13.8 private acres with sweeping, unobstructed views of Okemo Mountain. Thoughtfully designed for comfort and connection, Turtle Hill Sanctuary offers a calm, elevated basecamp just 10 minutes from Okemo’s lifts, après-ski scene, and winter activities. Inside, curated interiors, generous living spaces, and panoramic mountain outlooks create a restorative atmosphere after days on the slopes. Blending privacy, soph

Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

Vermonts Best Cabin at Trail End Ranch
The lodge log cabin at TRAIL END RANCH has everything you would want in a Vermont stay. Your perfect getaway to all the best ski resorts and Lowell Lake State Park. The closest iconic "Magic Mountain" just 6 minutes, Okemo Mountain resort and Stratton are just 20 minutes, as well as Bromley just 10 minutes. Great food, live music, village shopping, and small towns to browse such as beautiful Weston or Chester,, just a 10 minute picturesque drive over the mountain. Welcome to the ranch!

Vermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Bread and Butter Apartment
Our house is located just a few minutes from Magic Mountain and less than thirty minutes from Bromley, Stratton and Okemo. Chester and Londonderry are a short drive away, and there are many wonderful hikes nearby. The apartment occupies the entire second floor of our house and has a private entrance. It includes two cozy bedrooms, a 3/4 bath, a small kitchen and a comfy living room. The apartment still has that old Vermont charm and is perfect for a relaxed weekend in the Green Mountains.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

Luxury VT Retreat. Breathtaking Views & Sunsets
Escape to a luxury Vermont mountain retreat with breathtaking sunsets and sweeping views. Cozy up by the wood-burning fireplace, cook in a custom designer kitchen, and relax on the spacious deck under the stars. Nestled on 4 private wooded acres just 15 minutes from Okemo, this 3-story home offers peace, privacy, and pure Vermont charm — perfect for family getaways, romantic escapes, or outdoor adventures. fully remodeled top to bottom.

Private Hilltop farm apartment
Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!
Popular amenities for Andover vacation rentals
Other great vacation rentals in Andover

Bright & Vibrant Mountain Home

Cozy Suite in a Historic Building Near Ski Resorts

Okemo Family Friendly Getaway

Secluded 3BR Waterview | Hot Tub | WoodStove

Cozy Cottage Loft and Retreat

Quiet Self Contained Apartment in Vermont Hills

Vermont Country Home

A-Frame Window Wall Okemo views w/ Hot Tub & Sauna
Frequently Asked Questions
Are there pet-friendly vacation rentals in Andover?
Four-legged friends are welcome in Andover. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Andover?
Experience the best of Andover with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Andover have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Andover. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Andover?
Andover has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Andover have wifi?
Absolutely! We offer over 30 house rentals with wifi in Andover. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Andover?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with wifi, over 10 homes with air conditioning, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Andover have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Andover. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Andover have free parking?
Absolutely! We offer over 30 house rentals with free parking in Andover. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Andover

Total vacation rentals
Explore 40 vacation rentals in Andover

Nightly prices starting at
Andover vacation rentals start at $137 CAD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Andover vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Andover rentals

4.9 Average rating
Andover stays are highly rated by guests—averaging 4.9 out of 5!
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